Influence of histidine on the release of all-trans retinoic acid from self-assembled glycol chitosan nanoparticles

Drug Dev Ind Pharm. 2010 Jul;36(7):781-6. doi: 10.3109/03639040903514812.

Abstract

Objective: In this study, the influence of N-acetyl histidine (NAHis) on the all-trans retinoic acid (ATRA) release from the NAHis-conjugated self-assembled glycol chitosan (GC) nanoparticles was investigated.

Methods: NAHis was conjugated to GC as a hydrophobic moiety to prepare the self-assembled nanoparticles, and ATRA was incorporated into the inner core of the NAHis-GC nanoparticles. The ATRA release from NAHis-GC nanoparticles was performed at 37 degrees C in a phosphate-buffered saline buffer (pH 5.5 or 7.4) for 48 hours.

Results: At a pH of 5.5, less than 20% (w/w) of total loading amount of ATRA was released from the nanoparticles after 48 hours. In contrast, two times greater amount of ATRA was released at a pH of 7.4. The ATRA release rate from the NAHis-GC nanoparticles was significantly slower at a pH of 5.5 than at a pH of 7.4.

Conclusion: The release profiles of ATRA that was incorporated into the NAHis-GC nanoparticles were controlled by the NAHis content in the GC nanoparticles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / administration & dosage
  • Antineoplastic Agents / chemistry
  • Chitosan / chemistry*
  • Delayed-Action Preparations
  • Drug Carriers*
  • Drug Compounding
  • Histidine / analogs & derivatives*
  • Histidine / chemistry
  • Micelles
  • Nanoparticles*
  • Particle Size
  • Polyethylene Glycols / chemistry*
  • Technology, Pharmaceutical
  • Tretinoin / administration & dosage*
  • Tretinoin / chemistry

Substances

  • Antineoplastic Agents
  • Delayed-Action Preparations
  • Drug Carriers
  • Micelles
  • glycol-chitosan
  • Polyethylene Glycols
  • Histidine
  • Tretinoin
  • Chitosan
  • N-acetylhistidine